
Holiday rentals with a patio in Chilmark
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Top-rated rentals with patio in Chilmark
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Popular amenities for rentals with patio in Chilmark
Flat rentals with a patio

Sunshine Beautiful
This place is perfect for 1 or 2 people. Close to town by car but quiet. Big yard, super clean, very quiet.

Lucky Duck Farm
We were in town for a reunion and stayed for three nights. It was fantastic to have a place to grab a nap between events and freshen up and change for dressy nighttime events because it was so close. Nighttime was extremely restful and the bed was very comfortable. The grounds were beautiful and the geese and ducks were charming. Our hosts were very warm. Great stay!

Sunny Retreat by 2 Beaches for Couples & Families
Excellent place, terrific location and very kind hosts! Close to everything, very clean and would absolutely rebook, highly recommend!

Clean private & cozy Cape Cod 1 br/ba with kitchen
We had a great stay at Denise’s place! The place was exactly as described, with unique and thoughtful touches throughout. The place was spotless, very updated, and very private. We definitely would stay here again!

Cape Heaven
Despite the dreadful weather, I thoroughly enjoyed my stay at Brian‘s place. The bed was very comfortable. I did find that I missed more of a kitchen facility, with no sink in the area with the coffee maker. I found myself going back-and-forth between the bathroom and the living room to fill the kettle for my tea. The area was very quiet, and Brian’s home was easy to find.

Cozy 3 bedroom 2nd floor apartment.
Steve’s place was very clean and comfortable. Felt like we were staying at a friend’s place . Easy walk to restaurants, water, close to bike path and parks.

Peaceful Pond view apartment close to beach
Wow, where to start. Kristin went above and beyond to accommodate us and we ended up getting married here! A wild rainstorm/ nor'easter came in so our beach elopement wedding plans had to be changed... not being from the area we had limited back-up options. Kristin kindly allowed us to do our small ceremony on the beautiful back deck. Even if all that didn't take place, her home would have a special place in our hearts because it's so tranquil and beautifully designed. Cherry on top, the bed was super comfy and kitchen well equipped! We had everything we needed for the week. Kristin's daughter gave us great recommendations too for local spots to eat. Highly recommend a stay here!

Newport Vacation Apt. w/ Private Rooftop 1
My friends and I had the best time staying at Liliane’s over Memorial Day Weekend, the house is beautiful with plenty of room and is in a nice quiet neighborhood in a very convenient location. Liliane was friendly and responsive and shared lots of great recommendations. I definitely want to come back with my fiance soon and stay longer! Can’t recommend enough!
House rentals with a patio

Falmouth Village Tranquility
The house was charming with a beautiful yard, comfy beds, a great shower!! The host was a wonderful communicator and most accommodating. I plan to return someday in the future . Thank you Devon!

Cape Forty Six: A Serene Getaway
We loved this place! We stayed there for two nights while attending a conference at the Marine Biology Laboratories. The house is FANTASTIC and we will be back, no doubt!

Modern Marvel in Woods Hole - Walk to town & ferry
Our group of six adults had an amazing stay at this beautiful, modern home in Woods Hole! The house was impeccably designed and well-stocked with everything we needed for a comfortable stay. The beds were incredibly cozy, ensuring everyone got a great night’s sleep. The location was perfect—steps away from the island ferry, making our trips to Nantucket and Martha’s Vineyard a breeze without the hassle of parking or shuttles. We loved the private nooks throughout the house, ideal for curling up with a book and coffee. The grill was a highlight, allowing us to enjoy several evenings cooking together. Being within walking distance to fantastic restaurants in Woods Hole was a huge plus, adding convenience and variety to our dining options. This home exceeded our expectations, and we highly recommend it to anyone visiting the area!

Cozy 1-level fenced yard Craigville Beach 2000sqft
Midori's place was perfect for us - quiet neighborhood, clean, and spacious. The privacy lock on the front door was a bit tricky - you need to have a coin handy to turn it, which we would not have had but Midori told us to bring one. Great place for a nice trip to Cape Cod!

Katama Hideaway
Staying at Rebecca’s Hideaway was a wonderful experience! I stayed with the family during the Thanksgiving holiday during the offseason and the location was absolutely beautiful. The hosts went above and beyond to make us feel comfortable and even left us treats at the house! The location of the house was private, but a close enough drive into downtown Edgartown to get drinks and dinner or do some shopping. There are many options to relax outdoors and it’s a close walk to get to South Beach to enjoy nature. I would definitely recommend staying here and would rebook in a heart beat!

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes
We just finished a 4 night girls getaway for my Mom’s birthday. We can’t say enough about Adrianna and Tara’s cottage! We felt right @ home and there was such a peaceful vibe to the cottage. We were able to really relax and enjoyed beautiful sunsets with the fire pit going and wrapped in comfy blankets that they provided. They have thought of everything! The sauna experience followed by the outdoor shower was heavenly. We plan to make this an annual trip and this place is a 5+++, such an amazing stay🌸

Waterfront-Kayaks & SUPs-Firepit-Pet OK-Kingbed
Beautifully remodeled home, lovely setting on a large pond. Everything was clean, the kitchen was well stocked. I am an avid cook/home chef and appreciate the decent cookware. So many places have understocked kitchens and wounded cookware. Comfortable King bed. Thoughtfully decorated. Nice quiet neighborhood. We travel with our 13 year old boxer who has traveled the country and we appreciated the one level living. We did not mind being farther from town, we love the wildlife and the beautiful swan swimming on the pond! The host, Benjamin, was easy to get ahold of, though we had no issues with anything at all. The booklet on Salt Crystal that was sent ahead to us was extremely helpful to us! We would definitely stay here again!

Sauna I Walk2Beach I Pet Friendly I Fire Pit
We loved our stay here! Spent the weekend with our two young children and the house had everything we could need and more. It was walking distance to the beach and near great restaurants. Victoria also provided a list of local recommendations which we took a few of and loved them all! Would recommend staying here.
Apartment rentals with a patio

Timeless 1878 Victorian Downtown /Hot tub/Yard
Charles & Sharolyn were great hosts and have set the apartment up nicely for a comfortable stay. Everything was just as described and the location was perfect for us to attend a wedding in Bristol. Hot tub on a cool spring evening was the cherry on top.

Bright & Breezy Bayside Condo
Joanne’s place was spacious and comfortable. There was plenty of closet and drawer space and it would work well for an extended stay. It’s quite near the beaches and harbor in Dennis/Quivet Neck, and there is a good restaurant (Marshside) with a scenic view that is a short walk away. Easy to find, although if you check in at night a flashlight will be very helpful. ;-) The kitchen was small but usable, and the refrigerator was modern and had plenty of room.

Cape Esacpe at New Seabury
We stayed in the cottage for our daughter’s wedding. It was within walking distance of the venue and super close to the beach. It had a lovely outdoor sitting and dining area and beach supplies. Wonderful, comfy place to stay!

Charming Hyannis 3 Bed 2 Bath
Had to call maintenance for a couple of reasons but responded quickly.

6 Min to Beach - Pool - Private Balcony - Central
My boyfriend and I stayed in this beautiful and quaint condo for a wedding weekend in Dennis and it couldn’t have been a more perfect place with a more perfect location!We both felt safe and comfortable immediately upon arrival and loved spending time outside on the porch and enjoying walking around the area! We would both recommend this stay to anyone!

Millie's-Historic New Bedford, 2BR, water views
We had a great six nights here. The space is super cool, well appointed with comfty beds and super soft towels, and was squeeky clean! We enjoyed the roof deck, the views to the waterfront, and the fireplace--and had an exceptional meal at Cork, too! Our stay was a combination of a work trip plus time to explore New Bedford and the SouthCoast and the location was great for both. Having a dedicated parking space was great, too. We would happily return.

2BR Condo w/ River Views & Pool Access
We had a great stay! The apartment was spacious and perfect for two couples. The beds were very comfortable, and the view from the bedroom was absolutely beautiful. I definitely recommend this place!

Lovely W Falmouth Home steps to bikeway & more!
We had a fantastic time here! We were in Falmouth for a bachelorette weekend and this apartment was convenient and close to everything we wanted to do. The space was super cute and clean, perfect for our group! Adam was super helpful during our stay too. We definitely recommend.
Quick stats about holiday rentals with a patio in Chilmark
Total rentals
110 properties
Nightly prices starting at
₹8,572 before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Cape Cod
- Mayflower Beach
- Charlestown Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Brown University
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Roger Williams Park Zoo
- Owen Park Beach
- New Silver Beach
- Point Judith Country Club
- Oakland Beach
- Blue Shutters Beach
- Onset Beach
- South Shore Beach
- Nickerson State Park
- Oyster Harbors Beach
- Pinehills Golf Club
- Fort Adams State Park
- Scusset Beach